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Co(III)-Catalyzed C–H Activation: A Site-Selective Conjugate Addition of Maleimide to Indole at the C-2 Position
[Image: see text] The cobalt(III)-catalyzed site-selective C-2 functionalization of indole has been developed using the pyrimidinyl group as a directing group. This reaction furnishes 3-arylated succinimide derivatives in excellent yields in a shorter duration using an inexpensive Co catalyst. Highl...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2017
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6641948/ https://www.ncbi.nlm.nih.gov/pubmed/31457739 http://dx.doi.org/10.1021/acsomega.7b00870 |
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author | Muniraj, Nachimuthu Prabhu, Kandikere Ramaiah |
author_facet | Muniraj, Nachimuthu Prabhu, Kandikere Ramaiah |
author_sort | Muniraj, Nachimuthu |
collection | PubMed |
description | [Image: see text] The cobalt(III)-catalyzed site-selective C-2 functionalization of indole has been developed using the pyrimidinyl group as a directing group. This reaction furnishes 3-arylated succinimide derivatives in excellent yields in a shorter duration using an inexpensive Co catalyst. Highly selective C-2 functionalization of indoles was achieved in the presence of the highly reactive C-3 position. This protocol is compatible with a variety of N-pyrimidinyl indole and maleimide derivatives, and it can be easily scaled-up. This method is also applicable for maleic ester and heteroarenes. |
format | Online Article Text |
id | pubmed-6641948 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-66419482019-08-27 Co(III)-Catalyzed C–H Activation: A Site-Selective Conjugate Addition of Maleimide to Indole at the C-2 Position Muniraj, Nachimuthu Prabhu, Kandikere Ramaiah ACS Omega [Image: see text] The cobalt(III)-catalyzed site-selective C-2 functionalization of indole has been developed using the pyrimidinyl group as a directing group. This reaction furnishes 3-arylated succinimide derivatives in excellent yields in a shorter duration using an inexpensive Co catalyst. Highly selective C-2 functionalization of indoles was achieved in the presence of the highly reactive C-3 position. This protocol is compatible with a variety of N-pyrimidinyl indole and maleimide derivatives, and it can be easily scaled-up. This method is also applicable for maleic ester and heteroarenes. American Chemical Society 2017-08-11 /pmc/articles/PMC6641948/ /pubmed/31457739 http://dx.doi.org/10.1021/acsomega.7b00870 Text en Copyright © 2017 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
spellingShingle | Muniraj, Nachimuthu Prabhu, Kandikere Ramaiah Co(III)-Catalyzed C–H Activation: A Site-Selective Conjugate Addition of Maleimide to Indole at the C-2 Position |
title | Co(III)-Catalyzed C–H Activation: A Site-Selective
Conjugate Addition of Maleimide to Indole at the C-2 Position |
title_full | Co(III)-Catalyzed C–H Activation: A Site-Selective
Conjugate Addition of Maleimide to Indole at the C-2 Position |
title_fullStr | Co(III)-Catalyzed C–H Activation: A Site-Selective
Conjugate Addition of Maleimide to Indole at the C-2 Position |
title_full_unstemmed | Co(III)-Catalyzed C–H Activation: A Site-Selective
Conjugate Addition of Maleimide to Indole at the C-2 Position |
title_short | Co(III)-Catalyzed C–H Activation: A Site-Selective
Conjugate Addition of Maleimide to Indole at the C-2 Position |
title_sort | co(iii)-catalyzed c–h activation: a site-selective
conjugate addition of maleimide to indole at the c-2 position |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6641948/ https://www.ncbi.nlm.nih.gov/pubmed/31457739 http://dx.doi.org/10.1021/acsomega.7b00870 |
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